Full-Time

Digital Sales Representative 2

Posted on 8/18/2026

Deadline 8/21/26
Twilio

Twilio

5,001-10,000 employees

Cloud communications platform with APIs

Compensation Overview

$30.09 - $41.80/hr

+ Equity plan + Commission

Company Historically Provides H1B Sponsorship

Remote in USA

Hybrid

Remote within eligible U.S. locations; occasional travel for project or team meetings may be required.

Category
Sales & Account Management (1)
Required Skills
Financial analysis

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Requirements
  • At least 1 year of sales development or business development experience at a technology company, or at least 1 year of closing experience in another industry.
  • Understanding or interest in understanding the cloud computing and communications business model, with excitement for selling to a technical audience using a solution-oriented approach.
  • Strong written and verbal communication skills, including the ability to explain complex technical and financial details simply.
  • Technical solutions selling experience and the ability to work directly with customers to listen to their needs and solve problems.
  • High adaptability and comfort trying new things and building in a rapid-paced environment.
Responsibilities
  • Acquire net new customers and drive new revenue for a specific territory while maintaining high customer satisfaction.
  • Work with customers across all verticals to understand their business and technical requirements and design solutions using Twilio’s communications application programming interface platform.
  • Collaborate with Sales Development, Marketing, Product, Engineering, and Support teams to address customer requirements, advise on digital communication strategies, and help customers get started on the Twilio platform.
  • Balance competing priorities and manage multiple projects and deals simultaneously.
  • Build new processes and help the team develop a playbook.

Twilio provides a cloud communications platform that offers APIs to add voice, messaging, video, and email into software applications. Developers use these APIs to build and scale communication features directly inside their apps. The product works by making it easy to program communications: you send calls or messages through API requests, manage video sessions, and integrate email, all on a pay-as-you-go basis that scales with usage. Twilio stands out from competitors by focusing on developer-friendly APIs that cover multiple channels in one platform, supporting customers from startups to large enterprises with global reach and optional consulting services. The company’s goal is to help any business communicate with customers at scale by providing reliable, programmable communications across channels.

Company Size

5,001-10,000

Company Stage

IPO

Headquarters

San Francisco, California

Founded

2008

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Simplify Jobs

Simplify's Take

What believers are saying

  • Q2 2026 revenue reached $1.50 billion, rising 22% year over year.
  • Management raised 2026 organic revenue growth guidance to 13%-13.5% on August 6.
  • Free cash flow hit $353 million, while share repurchases totaled $66 million.

What critics are saying

  • Guidance still implies 2026 revenue growth slowing to 18%-18.5%, below Q2's 22%.
  • Amazon, Google, and Microsoft bundle competing communications APIs into larger cloud contracts.
  • If AI agents bypass Twilio's channels, its moat collapses into commoditized plumbing.

What makes Twilio unique

  • Twilio's May 2026 Console unifies messaging, voice, email, Segment, and AI workflows.
  • Its May 2026 platform adds Conversation Memory, Orchestrator, Intelligence, and Agent Connect.
  • Twilio's 4,800 carrier connections and telecom compliance expertise remain hard to replicate.

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Benefits

Vacation: Twilio offers generous annual time off in all countries for you to enjoy.

Healthcare: We are dedicated to helping our employees live longer and healthier lives through comprehensive health programs.

Retirement: Twilio cares about your retirement! We offer programs to help our employees plan for their retirement needs.

Family leave: At Twilio we recognize the importance of family. We offer generous maternity, paternity, and adoption leaves, as well as family medical care leave.

Earn your stripes: Build and present a Twilio app to earn your Twilio track jacket and receive $30 per month for e‑books for continued learning and education.

Catered meals: We provide a variety of snacks, drinks, and catered meals in each of our locations.

Growth & Insights and Company News

Headcount

6 month growth

-7%

1 year growth

-7%

2 year growth

-7%
Yahoo Finance
Aug 13th, 2026
Twilio director sells 500,000 shares worth $123.5M after stock surges 159%

Andrew Stafman, Director at Twilio, sold approximately 500,000 shares of Class A Common Stock on 12 August 2026 for $123.5 million, according to an SEC Form 4 filing. The transaction represents a 79% reduction in his holdings. The shares were sold at a weighted average price of $247.08 per share, following a 159% stock price appreciation over the preceding 12 months. The shares were held through various entities including Sachem Head Capital Management LP, with Scott Ferguson and Andrew Stafman sharing potential beneficial ownership. Following the sale, Stafman retains approximately 133,000 shares across direct and indirect accounts, representing roughly 0.088% of Twilio's outstanding shares. Twilio provides cloud-based communications platforms through APIs, serving customers ranging from startups to Fortune 500 companies.

Yahoo Finance
Aug 6th, 2026
Twilio's Q2 revenue jumps 22% to $1.5B, stock surges 15.7%

Twilio reported second-quarter results that exceeded expectations, with revenue up 22% year on year to $1.50 billion, beating analyst estimates of $1.43 billion. The customer engagement platform's non-GAAP profit of $1.47 per share surpassed consensus estimates by 11.1%. The company's third-quarter revenue guidance of $1.51 billion came in 3.2% above analyst expectations. Operating margin improved to 5.6%, up from 3% in the same quarter last year, whilst free cash flow margin rose to 23.5% from 9.4% the previous quarter. Following the results announcement, Twilio's stock jumped 15.7%. The company's net revenue retention rate increased to 116%, up from 114% in the prior quarter.

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Yahoo Finance
Jul 14th, 2026
NICE vs Twilio: Profitability or growth potential in customer engagement tech

NICE and Twilio both serve the customer interaction technology market, but differ significantly in profitability and growth profiles. NICE, which provides AI-powered customer experience and financial compliance software, reported fiscal year 2025 revenue of nearly $2.9 billion, up 7.7% year-on-year. The company achieved net income of approximately $612.1 million with a 20.8% net margin. It maintains zero debt and generated free cash flow of roughly $622.8 million. Twilio offers developer tools for building messaging, voice, and email capabilities. Its fiscal year 2025 revenue grew 14% to nearly $5.1 billion. The company turned profitable with net income of approximately $33.8 million and a 0.7% net margin. Twilio generated free cash flow of approximately $1.0 billion whilst maintaining a low debt-to-equity ratio of 0.1x. NICE offers established profitability, whilst Twilio presents higher revenue growth potential.